Biomedical Engineering Reference
In-Depth Information
Pro-Gly turn unit, was shown to induce a b-strand conformation in the
attached tetrapeptide sequence [236].
CH
3
CH
3
COOH
O
O
O
O
N
N
N
N
H
3
C
N
N
N
H
N
N
N
Boc
H
O
O
O
O
H
O
H
O
HN
NH
O
O
O
H
H
H
H
HN
N
OMe
N
N
H
H
O
O
O
O
N
Figure 3.29 3,6-diaminoquinolone and MOPAS sheet inducers
Using the same design principles, Nowick developed 5-aminoanisic
acid amide as a b-sheet nucleator [237] (Figure 3.30). In combination
with a urea scaffold, this b-strand mimic induced the formation of an
antiparallel b-sheet. Further modifications include the use of the hydra-
zide and an oxalamide derivative of this b-strand mimic. When the
oxalamide strand mimic Hao and a tripeptide were coupled to the urea
scaffold, an intramolecular antiparallel sheet was formed that dimerized
in chloroform to a well-defined b-sheet dimer.
NC
CH
3
NC
CH
3
O
O
CH
3
CH
3
O
O
H
H
O
O
O
N
N
N
N
N
N
CH
3
H
N
H
CH
3
H
H
H
N
N
O
O
O
H
2
N
CH
3
H
2
N
NH
2
R
R
O
O
H
O
H
N
O
O
N
CH
3
N
N
CH
3
N
H
N
H
N
H
N
H
Ph
Ph
O
R'
O
R
′
H
3
C
O
O
O
H
Ph
CH
3
N
N
N
H
N
H
O
O
O
H
O
H
HO
N
O
O
R
2
NH
2
H
H
CH
3
N
N
N
O
O
N
H
N
H
Hao
O
R
1
R
3
O
NC
Figure 3.30 Nowick artificial b-sheets
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